GB386715A - Improvements in the oxidation of organic compounds - Google Patents

Improvements in the oxidation of organic compounds

Info

Publication number
GB386715A
GB386715A GB2596131A GB2596131A GB386715A GB 386715 A GB386715 A GB 386715A GB 2596131 A GB2596131 A GB 2596131A GB 2596131 A GB2596131 A GB 2596131A GB 386715 A GB386715 A GB 386715A
Authority
GB
United Kingdom
Prior art keywords
palmitate
sodium
manganese
vanadium
aluminium
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
GB2596131A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
IG Farbenindustrie AG
Original Assignee
IG Farbenindustrie AG
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by IG Farbenindustrie AG filed Critical IG Farbenindustrie AG
Priority to GB2596131A priority Critical patent/GB386715A/en
Publication of GB386715A publication Critical patent/GB386715A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10GCRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
    • C10G73/00Recovery or refining of mineral waxes, e.g. montan wax
    • C10G73/38Chemical modification of petroleum

Landscapes

  • Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Aliphatic or cycloaliphatic compounds containing at least six carbon atoms are treated in the liquid phase with a gaseous oxidant in the presence of a catalyst comprising (1) a salt of an alkali or alkaline-earth metal, magnesium, or aluminium with a higher carboxylic acid, i.e. a carboxylic acid containing at least six carbon atoms, and (2) a salt of a heavy base metal with a higher carboxylic acid. The materials which may be treated include montan wax, paraffin wax, ceresine, paraffin oil, heavy or middle oils, gas oil, naphthene hydrocarbons, hydrocarbons obtained from coal, brown coal, tar or mineral oils by destructive hydrogenation or low-temperature carbonization, animal or vegetable oils or fats such as wool fat, coconut, sesame, repeseed, cottonseed, linseed, or castor oils or residues from the purification of these materials, fractions of turpentine oil boiling above 300 DEG C., and non-aromatic alcohols and ketones obtainable from hydrocarbons by oxidation. The oxidant may be oxygen, air, or a mixture of oxygen or nitrogen oxides with air. The reaction temperature may be 100-200 DEG C., preferably 130-170 DEG C. The proportion of catalyst does not exceed about 3 per cent of the material treated. The reaction products generally include acids, esters, alcohols, aldehydes, and ketones. The carboxylates forming the catalyst may be oleates, naphthenates, palmitates, cinnamates, abietates, or other resinates, or salts of crude or isolated acid oxidation products of hydrocarbons. Catalysts specified as suitable are mixtures of such carboxylates of lithium and cerium; sodium and mercury; calcium and mercury; calcium and cerium; barium and mercury; sodium and vanadium; sodium and chromium; sodium and manganese; sodium and iron; magnesium and vanadium; magnesium and chromium; calcium and vanadium; calcium and chromium; calcium and manganese; barium and vanadium; barium and chromium; barium and iron; aluminium and vanadium; aluminium and manganese; potassium and manganese; potassium, aluminium, and manganese; sodium, aluminium, and vanadium; chromium, vanadium, and an alkali or alkaline-earth metal, magnesium, or aluminium. The catalyst may be added in one batch or in portions during the process. In the examples, (1) neutral oxidation products of paraffin wax are treated at 155 DEG C. with dry air in the presence of sodium palmitate and vanadium palmitate; (2) a turpentine fraction boiling above 500 DEG C. is treated with air at 165 DEG C. in the presence of aluminium palmitate, sodium palmitate, and vanadium palmitate; coconut oil or wool fat may be treated in the same way. Details are given also of a series of experiments in which a middle oil is oxidized in the presence of the following catalysts:--(1) nickel borate; (2) manganese borate; (3) manganese borate and calcium oxide; (4) manganese palmitate; (5) nickel palmitate; (6) copper palmitate; (7) sodium palmitate and manganese palmitate; (8) calcium palmitate and manganese palmitate; (9) sodium palmitate and nickel palmitate; (10) sodium palmitate and copper palmitate. Reference is made also to the use, as components of the catalysts, of higher carboxylates of rubidium, cesium, or strontium on the one hand, and zinc, cadmium, titanium, zirconium, thorium, tin, lead, antimony, bismuth, molybdenum, tungsten, uranium, cobalt, niobium, or thallium on the other hand. Specifications 12806/84, 122,696, 123,791, 137,878, 156,141, [all in Class 91, Oils &c.], 174,642, 252,327, 255,020, 256,922, 257,886, 303,268, 310,069, 324,903, [all in Class 2 (iii), Dyes &c.], and 333,690, [Class 91, Oils &c.], are referred to.ALSO:Aliphatic or cycloaliphatic compounds containing at least 6 carbon atoms are treated in the liquid phase with a gaseous oxidant in the presence of a catalyst comprising (1) a salt of an alkali or alkaline earth metal, magnesium, or aluminium with a higher carboxylic acid, i.e. a carboxylic acid containing at least 6 carbon atoms, and (2) a salt of a heavy base metal with a higher carboxylic acid. The carboxylates forming the catalyst may be oleates, naphthenates, palmitates, cinnamates, abietates or other resinates, or salts of crude or isolated acid oxidation products of hydrocarbons. Catalysts specified as suitable are mixtures of such carboxylates of lithium and cerium; sodium and mercury; calcium and mercury; calcium and cerium; barium and mercury; sodium and vanadium; sodium and chromium; sodium and manganese; sodium and iron; magnesium and vanadium; magnesium and chromium; calcium and vanadium; calcium and chromium; calcium and manganese; barium and vanadium; barium and chromium; barium and iron; aluminium and vanadium; aluminium and manganese; potassium and manganese; potassium, aluminium, and manganese; sodium, aluminium, and vanadium; chromium, vanadium, and an alkali or alkaline earth metal, magnesium, or aluminium. In the examples, catalysts used are (1) sodium palmitate and vanadium palmitate, and (2) aluminium palmitate, sodium palmitate, and vanadium p palmitate. Details are given also of a series of experiments in which a middle oil is oxidized in the presence of the following catalysts: (1) nickel borate; (2) manganese borate; (3) manganese borate and calcium oxide; (4) manganese palmitate; (5) nickel palmitate; (6) copper palmitate; (7) sodium palmitate and manganese palmitate; (8) calcium palmitate and manganese palmitate; (9) sodium palmitate and nickel palmitate; (1) sodium palmitate and copper palmitate. Reference is made also to the use, as components of the catalysts, of higher carboxylates of rubidium, caesium, or strontium on the one hand, and zinc, cadmium, titanium, zirconium, thorium, tin, lead, antimony, bismuth, molybdenum, tungsten, uranium, cobalt, niobium, or thallium on the other hand. Specifications 12806/84, 122,696, 123,791, 137,878, [all in Class 91, Oils &c.], 156,141, 174,642, 252,327, 255,020, 256,922, 257,886, 303,268, 310,069, 324,903, [all in Class 2 (iii), Dyes &c.], and 333,690, [Class 91, Oils &c.], are referred to.
GB2596131A 1931-09-16 1931-09-16 Improvements in the oxidation of organic compounds Expired GB386715A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB2596131A GB386715A (en) 1931-09-16 1931-09-16 Improvements in the oxidation of organic compounds

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB2596131A GB386715A (en) 1931-09-16 1931-09-16 Improvements in the oxidation of organic compounds

Publications (1)

Publication Number Publication Date
GB386715A true GB386715A (en) 1933-01-26

Family

ID=10236117

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2596131A Expired GB386715A (en) 1931-09-16 1931-09-16 Improvements in the oxidation of organic compounds

Country Status (1)

Country Link
GB (1) GB386715A (en)

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2636047A (en) * 1949-10-03 1953-04-21 Gulf Research Development Co Treatment of hydrocarbon mixtures to adapt them for oxidation
US2665282A (en) * 1950-03-22 1954-01-05 Mohawk Carpet Mills Inc Treatment of wool grease
US2682553A (en) * 1951-02-27 1954-06-29 Continental Oil Co Oxidation of hydrocarbons
US2736666A (en) * 1951-06-08 1956-02-28 Nat Lead Co Gelled compositions and method for making the same
US2895978A (en) * 1954-07-06 1959-07-21 Socony Mobil Oil Co Inc Process for oxidizing petroleum oil and products thereof
US3060046A (en) * 1959-04-25 1962-10-23 Hoechst Ag Process for the manufacture of hard waxes rich in ester from mixtures of montan wax acids and paraffins

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2636047A (en) * 1949-10-03 1953-04-21 Gulf Research Development Co Treatment of hydrocarbon mixtures to adapt them for oxidation
US2665282A (en) * 1950-03-22 1954-01-05 Mohawk Carpet Mills Inc Treatment of wool grease
US2682553A (en) * 1951-02-27 1954-06-29 Continental Oil Co Oxidation of hydrocarbons
US2736666A (en) * 1951-06-08 1956-02-28 Nat Lead Co Gelled compositions and method for making the same
US2895978A (en) * 1954-07-06 1959-07-21 Socony Mobil Oil Co Inc Process for oxidizing petroleum oil and products thereof
US3060046A (en) * 1959-04-25 1962-10-23 Hoechst Ag Process for the manufacture of hard waxes rich in ester from mixtures of montan wax acids and paraffins

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